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904848

2-Chloro-1,3-bis(2,6-diisopropylphenyl)imidazolium chloride

≥95%

Synonym(s):

1,3-Bis(2,6-di-i-propylphenyl)-2-chloroimidazolium chloride, Chloroimidazolium chloride

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About This Item

Empirical Formula (Hill Notation):
C27H36Cl2N2
CAS Number:
1228185-09-8
Molecular Weight:
459.49
UNSPSC Code:
12352101
NACRES:
NA.22
MDL number:
MFCD23703069
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assay

≥95%

form

powder

functional group

chloro

SMILES string

[Cl+]=C1N(C=CN1c3c(cccc3C(C)C)C(C)C)c2c(cccc2C(C)C)C(C)C.[Cl-]

InChI

1S/C27H36ClN2.ClH/c1-17(2)21-11-9-12-22(18(3)4)25(21)29-15-16-30(27(29)28)26-23(19(5)6)13-10-14-24(26)20(7)8;/h9-20H,1-8H3;1H/q+1;/p-1

InChI key

JDMACANGISWEGX-UHFFFAOYSA-M

Application

This chloroimidazolium chloride is used in the deoxyfluorination of phenols. Recently, the Ritter lab used it in conjunction with 902314 and 906794 to incorporate the [18F]fluoride radiolabel site specifically into polypeptides for use with positron emission tomography (PET) imaging in the study of various biological applications.

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Other Notes

Site-specific deoxyfluorination of small peptides with [18F]fluoride

HDAC6 Brain Mapping with [18F]Bavarostat Enabled by a Ru-Mediated Deoxyfluorination

18F-Deoxyfluorination of Phenols via Ru p-Complexes

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ8140
MKCT1190
MKCJ8905
MKCT3587

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Related Content

Ritter Group – Professor Product Portal

The Ritter lab currently focuses on fluorination chemistry for late-stage functionalization of complex natural and unnatural products. PhenoFluor™ has been developed as a general reagent for the selective, predictable, direct deoxyfluorination of complex alcohols and phenols.

Daniel Mendoza-Espinosa et al.
Journal of the American Chemical Society, 132(21), 7264-7265 (2010-05-07)
Using the nucleophilicity of NHCs and aNHCs, as well as the leaving group ability of the former, the carbon-carbon double bond of imidazol-2-ylidenes can be readily mono- and difunctionalized. These results provide also a new light on the formation of
Robert J Gilliard et al.
Chemical communications (Cambridge, England), 53(91), 12325-12328 (2017-11-03)
The reaction of the chloroimidazolium chloride salt, [NHC-Cl][Cl], NHC = C{N(2,6-iPr2C6H3)CH}2 (1) with two equivalents of sodium phosphaethynolate, Na[OCP]·(dioxane)2.5, results in the formation of NHC-{cyclo-(CO)-P2-C(O)} (2) and NHC-P2-C(O)-NHC (3). Notably, in the presence of free NHC ligand, compound 2 converts
M Hassan Beyzavi et al.
ACS central science, 3(9), 944-948 (2017-10-06)
The deficiency of robust and practical methods for 18F-radiofluorination is a bottleneck for positron emission tomography (PET) tracer development. Here, we report the first transition-metal-assisted 18F-deoxyfluorination of phenols. The transformation benefits from readily available phenols as starting materials, tolerance of
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